Cryptosporin

Details

• Internal ID: 3377b129-751c-4d3e-81d9-dba8beb2656f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (2R,3R,4R)-3,4,9-trihydroxy-2-methyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
• SMILES (Canonical): CC1C(C(C2=C(O1)C(=O)C3=C(C2=O)C=CC=C3O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H](C2=C(O1)C(=O)C3=C(C2=O)C=CC=C3O)O)O
• InChI: InChI=1S/C14H12O6/c1-5-10(16)12(18)9-11(17)6-3-2-4-7(15)8(6)13(19)14(9)20-5/h2-5,10,12,15-16,18H,1H3/t5-,10+,12-/m1/s1
• InChI Key: PGPJQBHUTOGXTA-NIPJOMRPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.17
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 41744-46-1
• (2R,3R,4R)-3,4,9-trihydroxy-2-methyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
• 2H-Naphtho(2,3-b)pyran-5,10-dione, 3,4-dihydro-3,4,9-trihydroxy-2-methyl-, (2R-(2alpha,3alpha,4alpha))-
• DTXSID40194578

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	-	0.7111	71.11%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7552	75.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9926	99.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9092	90.92%
P-glycoprotein inhibitior	-	0.8833	88.33%
P-glycoprotein substrate	-	0.8649	86.49%
CYP3A4 substrate	+	0.5144	51.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.7983	79.83%
CYP2C9 inhibition	+	0.8778	87.78%
CYP2C19 inhibition	+	0.5682	56.82%
CYP2D6 inhibition	-	0.8180	81.80%
CYP1A2 inhibition	+	0.8223	82.23%
CYP2C8 inhibition	-	0.9112	91.12%
CYP inhibitory promiscuity	+	0.6303	63.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5371	53.71%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.5555	55.55%
Skin irritation	+	0.5242	52.42%
Skin corrosion	-	0.8687	86.87%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8846	88.46%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.6184	61.84%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6824	68.24%
Acute Oral Toxicity (c)	III	0.4331	43.31%
Estrogen receptor binding	-	0.4883	48.83%
Androgen receptor binding	+	0.5532	55.32%
Thyroid receptor binding	-	0.5952	59.52%
Glucocorticoid receptor binding	-	0.5462	54.62%
Aromatase binding	-	0.5968	59.68%
PPAR gamma	-	0.5111	51.11%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9681	96.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.10%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.69%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	95.49%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.80%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.41%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.92%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.05%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.75%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.20%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.28%	86.33%
CHEMBL2535	P11166	Glucose transporter	80.18%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3082545
• LOTUS: LTS0232601
• wikiData: Q83067362